Penisimplicissin

Details

• Internal ID: 41a37dfa-776b-4e79-ad6f-859871153baa
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (3R)-4,6-dimethoxy-3-(6-methyl-4-oxopyran-3-yl)-3H-2-benzofuran-1-one
• InChI: InChI=1S/C16H14O6/c1-8-4-12(17)11(7-21-8)15-14-10(16(18)22-15)5-9(19-2)6-13(14)20-3/h4-7,15H,1-3H3/t15-/m0/s1
• InChI Key: FKFNGBPZNWNWSG-HNNXBMFYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.23
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• CHEMBL2024577

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	+	0.7437	74.37%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7301	73.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8902	89.02%
OATP1B3 inhibitior	+	0.9634	96.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6228	62.28%
P-glycoprotein inhibitior	-	0.4806	48.06%
P-glycoprotein substrate	-	0.8382	83.82%
CYP3A4 substrate	+	0.5923	59.23%
CYP2C9 substrate	-	0.6417	64.17%
CYP2D6 substrate	-	0.8725	87.25%
CYP3A4 inhibition	-	0.5870	58.70%
CYP2C9 inhibition	+	0.5765	57.65%
CYP2C19 inhibition	-	0.5244	52.44%
CYP2D6 inhibition	-	0.8809	88.09%
CYP1A2 inhibition	+	0.8376	83.76%
CYP2C8 inhibition	-	0.6359	63.59%
CYP inhibitory promiscuity	+	0.7213	72.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4704	47.04%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.4815	48.15%
Skin irritation	-	0.8179	81.79%
Skin corrosion	-	0.9735	97.35%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4895	48.95%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.9176	91.76%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5999	59.99%
Acute Oral Toxicity (c)	II	0.3844	38.44%
Estrogen receptor binding	+	0.6348	63.48%
Androgen receptor binding	+	0.7080	70.80%
Thyroid receptor binding	+	0.5465	54.65%
Glucocorticoid receptor binding	+	0.7279	72.79%
Aromatase binding	+	0.5935	59.35%
PPAR gamma	+	0.5900	59.00%
Honey bee toxicity	-	0.8051	80.51%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9778	97.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.41%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.96%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.14%	85.14%
CHEMBL4208	P20618	Proteasome component C5	85.53%	90.00%
CHEMBL2535	P11166	Glucose transporter	84.96%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	84.71%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.80%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.65%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.27%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.06%	91.11%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	82.02%	95.55%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.81%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.60%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.50%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.39%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11659452
• LOTUS: LTS0117740
• wikiData: Q104996576